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Miss J & Ian

  • Thread starterMissJ's Sissy
  • Start date

MissJ's Sissy

New around here...
Beloved Member
Aug 26, 2006
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Hi,

We have been a member on here for a little while and have often enjoyed other peoples stories & captions,

Well we have finally decided to give a little back

This is a story I wrote for Miss J. The first few chapters are based very much on real events that happened when Miss J cuckolded me 12 months ago …. the latter are my twisted fantasies about what may of happened if things had continued further

I hope you enjoy,

Please let me know what you think

Sissy
 
Chapter 1

Looking back I cant believe I willingly submitted to this, in-fact actually encouraged it this path, if I knew what I new know, and would possibly become of me I would never have opened my mouth.

When I met my fiancée to be almost 5 years ago I new instantly this was the woman I wanted to spend the rest of my life with. I had just left my ex wife after 5 long years and Jade was the complete opposite of what I was used to. She was 29 5’6” tall with an amazing body warm eyes and the most amazing ass I have ever seen. When she came onto me for the first time I couldn’t believe my luck and almost talked myself into the idea that I was mistaken and that she was just been friendly.

That all changed on a works night out, as we spent the evening chatting the energy between us kept building and building until I did something I have never done before.. I made the first move and kissed her that was it, everything felt electric, we literally got straight in a cab and went back to hers and we spent the night fucking like rabbits, I new from that instant I was hers and that I wanted to be with her for ever.

From that night it was almost only a month before we were living together we fucked almost constantly and couldn’t keep our hands off each other, what I couldn’t believe was how just how open minded Jade was … I have always been interested in the more extreme elements of sex but after my marriage believed that this was not something I would get to personally experience (how wrong this would prove to be) however when I introduced Jade to stories about cuckolding, bdsm, sissies, and other extreme elements sexually practices … instead of calling me perverted and refusing to read them she not only read them she asked for more.

Before long we were taking things further, Jade to help earn more money had taken an additional job working part time Ann summers rep, organising parties with women and selling sexy linger and sex toys …. The money was poor … but we did get a discount on the products. One of our first purchases was a strap on dildo. This was purple and about 6” in length. I remember returning home from work on the Friday it arrived in the post, Jade was already home and was sat on the couch with an evil look in her eye the small parcel sat next to her on the couch …. I knew instantly somehow what it was and I felt butterflies building in my stomach. Jade must have noticed because she instantly looked me in the eye and simply said … upstairs … strip. I went to open my mouth and she answered my question before I even asked it, the kids are at there grandparents all evening … now no more questions upstairs … strip in a much harsher tone. I had never seen this side to Jade before although we had often read about scenarios like this and I was incredibly excited.

I stripped to my boxer shorts and sat on the bed waiting the next step … I waited and waited for what seemed like hours although the clock said it had only been 10 minutes, finally I heard Jade coming up the stairs … and into our bedroom…. My jaw nearly hit the floor, standing in the doorway was my Jade only she looked like the most stern dominatrix I had ever seen. Her legs were clad in knee high boots with a 6” heal (my favorite) fishnet thigh high stockings, and a leatherette corset tied so tight it ****** her perfect 34B bust almost out the top, her face was heavily made up and her fire red shoulder length hair that normally frames her soft face was pulled tight in a high ponytail giving her a stern look …. And between her legs jutted her 6” rubber dick… I couldn’t move. Finally she broke the silence … stand up SLUT.. I was shocked … but I did as I was told … she noticed my boxer shorts and was furious …. I told you to strip SLUT … now STRIP … I was shocked by this new found assertiveness and was beginning to think if this had been all been a good idea.

Jade walked over to me .. as she did I went to grab her ass and kiss her … she slapped me so hard I nearly fell over … SLUT tonight I am in charge and you do as your told nothing more nothing less … you know you have wanted this you keep showing me all your sick, twisted storied and photos where the women take control of little sissies like you …. Well tonight you are going to get what you have been asking for … do you understand?

Yes…. I managed to stammer confused and lost with what was happening.

YES WHAT SLUT … you know how to address a superior woman after all the reading you have done.

Yes .. Mi..ss … I stammered

Well done slut …. Now ill let you know what’s going to happen this evening … not that you deserve to know anything but as it is a special night … Now I know we have played with that ass … or should I say pussy of yours before … but tonight I’m going to TAKE your virginity and I am going to fuck you … but first a couple of rules … I know what your fantasies are and what you secretly want so you will not have a safe word … Ok

Yes miss ….I stammered

OK …. Secondly as you want to be a slut like all those other sissies in those stories you keep giving me to read … that’s how I’m going to treat you and I am going to fuck you HARD as I said … I am going to TAKE your virginity

Finally you will dress the part … As I’m going to be doing all the hard work fucking
that pussy of yours I want my slut to look good

I looked at her puzzled

Look under the bed slut there is a present for you.

I looked under our bed and pulled out a small box cloths

OK SLUT get ready …. I’m sure you can work it all out … shout me the moment you are ready and on all fours on the bed … I shall then come to expect you … then the fun begins …. Well for me anyway.

With that she left the room and went down stairs …

I looked in the box and pulled out the items one at a time … it was a complete outfit including shoes & wig I was shocked. I slowly and awkwardly started to get ready … first were a pair of thick white thigh high stockings held up with suspender belt … a short pleated gym skirt …. Was followed with a pair of black patent leather shoes with a toe hole so my stocking poked through and 4” heal … a white bra with inserts followed giving me a small but strangely believable cleavage … over this went a fitted white blouse and finally the wig ….
This had taken about ten minutes and I was exhausted … As I sat down I could hear the buzz of Jade’s vibrator and her panting labored breath coming from downstairs …
I considered waiting for her to finish but then remembered what she had said and did not want upset her further.

Miss I am ready .. I shouted.

I instantly heard the vibrator stop and it being thrown down …. Jade then stormed up the stairs and into the bedroom … I could instantly tell she must have been right on the edge … I though she was going to shout but instantly too one luck at me and burst into laughter … God you look like a total slut … I’m going to enjoy this….

In a level tone she then said … you have one chance to back out … if you turn this down it will never happen and I don’t want to see a single story again … if you agree you will give up your right to a safe word or any control in what happens for the rest of this evening.

Staying on all fours and almost unable to control my excitement I said Miss I give my self totally to you.

With that her tone changed again … Good slut … I know in this hightend state you would agree to this .. your going to regret thinking with your dick SLUT … or should we call that pitiful thing you clit.

My dick twitched at this insult and Jade noticed..
She whispered in my ear …. I wonder if he will still be twitching later
She then stood up and pulled out a couple of belts, and ties from the bedside cabinet … and started to tie me on all fours securely to the bed she then placed several pillows under my midsection … lifting my ass high and ******* into the air.
She the reached under the bed and pulled out a pair of kickers … leaning forward she whispered … we cant have the neighbors’ getting worried with your screams no can we … the moment she pushed them in I almost gagged … they were soaking wet and … the taste …. Again she leaded forward … Oh sissy I have had these on all week … also I went to the toilet before and I forgot to take them down … she lowered he voice further … I found all the files on the pc you didn’t show me … the ones including water sports and scat … well I want them spotless by the time I’m finished with you tonight … they are full of both my piss and shit SLUT lol
The tastes was fowl and there was no way I could get away from it … this was soon removed from being my main concern as I felt Jade clime on the bed behind me a start to tease my ass hole with her finger.
She applied a little lube to her finger and slowly started to tease my hole rubbing my cock and balls until I was pushing back trying to take her finger in my ass .. this amused her and she commented on how much of a slut I was acting the teasing was intense and I was putty in her hands finally she slipped the tip of her index finder into me and I let out a moan through the gag I couldn’t believe how good this was feeling.
She kept teasing my cock and balls gently playing with them as she slipped a second finger into me … I let out another moan as I felt her stretching me open this continued for about ten minutes until she was satisfied.
I let out a moan as she removed her fingers
 
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You slut … lets see if you’re a cock tease or if your still going to enjoy it while my cock is buried in you
With that I felt the tip of her strap on being placed against my hole …. She started to push and I felt like I was being ripped in two … this was no longer fun it hurt A LOT
I struggled against the restraints but could not get free … just as I though … a cock tease she spat … you play like you want it moaning on my finger while you get all the fun …. then as soon as I try to fuck you with a cock you change your mind … well tough shit slut … I’m not finishing till I have cum … she leaned forward impaling me on the full length in one stroke … and whispering in my ear … I better cum this way .. because you never made me cum with your cock your just too small sissy, I was shocked but she continued … grabbing my cock and balls under me … this just doesn’t do the job sissy I have had much bigger and that’s what I need … a real man with a real cock not a sissy queer who begs to get fucked in the ass … I bet that’s what you are .. Your gay aren’t you …. I suck my head shocked … Jade had never said anything like this before … well sissy you’re not a man she said slowly pulling out my ass …. She paused and then slammed back into me … I screamed into the gag …. She continued … what are you about 5” … I need at least 9” inside me to cum like a woman … again she pulled out and slammed back into me this time as I breathed in I swallowed a peace of the shit in her knickers gagging violently … I mean you can make me cum with your tongue or with my vibrator … but I want to cum with a big cock slamming into me stretching my pussy with each thrust …. Feel what I mean sissy … she said as she slammed into me… I moaned … she continued to **** my ass her trusts getting harder and more violent … I mean Ben’s cock was huge … and he could even please two of us with it taking it in turns to fuck me and my friend at the same time … pleasuring us both …. you can’t even make me cum … you slut … she slammed into me hard … at this point I was sobbing openly into the gag .. part from what I was hearing and part from the brutal **** on my ass …
But Jade continued … He was huge he used to make me whimper when he fucked me you know .. every inch of him used to stretch me until I took the full length she sped up as she talked about how he used to fuck … my ass was read raw and I was trying to beg her to stop

Shut up slut I’m going to fuck you till I cum … tears steamed down my face … but this just seemed to turn her on more
Sissy I hardly even feel that clit of yours when you fuck me …. Its doesn't stretch me like I need or go deep enough … with each word she trust into me … I felt her breath getting more labored … I need a cock sissy stretches me till it hurts in a good way and fucked by a mans cock until it hits my cervix and who will continue to fuck me until his cock pushes inside … I need to be a mans slut and cum like a woman … garbing my cock and balls hard she began to cum … I almost ********** with the pain I she crushed my balls her trust got harder and faster sending waves of agony through my body as Jade came harder than I had ever see her cum before ….
She slumped forward pushing deep deep into my and in one stroke past my inner sphincter I screamed in agony ....

See sissy …. How good it feels to have cock deep inside you….
 

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